ethyl (2R,4R)-4-methylpiperidine-2-carboxylate

• ChemBase ID: 168646
• Molecular Formular: C9H17NO2
• Molecular Mass: 171.23678
• Monoisotopic Mass: 171.12592879
• SMILES: C1CN[C@H](C[C@@H]1C)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@@H]1NCC[C@H](C1)C
• InChI: InChI=1S/C9H17NO2/c1-3-12-9(11)8-6-7(2)4-5-10-8/h7-8,10H,3-6H2,1-2H3/t7-,8-/m1/s1
• InChIKey: GHBNOCBWSUHAAA-HTQZYQBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2R,4R)-4-methylpiperidine-2-carboxylate
• IUPAC Traditional name: ethyl (2R,4R)-4-methylpiperidine-2-carboxylate
• Synonyms: (2R-trans)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester; Ethyl (2R,4R)-4-Methyl-2-piperidinecarboxylate; (2R,4R)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester; Ethyl (2R,4R)-4-Methylpipecolate; (2S,4R)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester; (2S-cis)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester; Ethyl (2S,4R)-4-Methylpipecolate; Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate

Database IDs

• CAS Number: 74892-82-3; 79199-62-5
• PubChem SID: 162262778
• PubChem CID: 10313307

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.06436407
• LogD (pH = 7.4): 1.0813448
• Log P: 1.1371484
• Molar Refractivity: 46.7316 cm^3
• Polarizability: 18.871552 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - E924630

Ethyl (2R,4R)-4-Methylpipecolate is an intermediate in the preparation of Argatroban (A769000).

Toronto Research Chemicals - E924640

Ethyl (2S,4R)-4-Methylpipecolate is an intermediate in the preparation of Argatroban (A769000).

REFERENCES

• Hilpert, K. et al.: J. Med. Chem., 37, 3889 (1994)
• Kim, K. et al.: Med. Chem. Res., 6, 377 (1994)
• Hilpert, K. et al.: J. Med. Chem., 37, 3889 (1994)
• Kim, K. et al.: Med. Chem. Res., 6, 377 (1994)